N-Nitroaniline → 1-Chloro-1-[(3-nitrophenyl)hydrazono]-2-propanone

Reaction equation

[N+:1]([NH:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)([O-])=O.[N:11]([O-:13])=[O:12].[Na+].[Cl:15][CH:16](C(=O)C)[C:17](=[O:19])[CH3:18]>>[Cl:15][C:16](=[N:1][NH:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:17](=[O:19])[CH3:18]

Participants

Reactant 3

HCID 61191N-Nitroaniline

HCID 743283-Chloro-2,4-pentanedione

HCID 23668193Sodium Nitrite

Product 1

HCID 34507291-Chloro-1-[(3-nitrophenyl)hydrazono]-2-propanone

Procedure

3-nitroaminobenzene is reacted with sodium nitrite and 3-chloro-2,4-pentanedione as in Example 1 to yield 1-chloro-1-[(3-nitrophenyl)hydrazono]-2-propanone.

Sources & evidence

ORD record: ord-8203c37faedb41ef8ae913a9e1a76f40
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05506228

Reaction notes

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